WillPower Podcast

Will T Holdren
  • 5.0 (35)
  • ENTREPRENEURSHIP
  • UPDATED BIWEEKLY

Introducing the WillPower podcast, hosted by a young author and accredited businessman, Will Holdren. Each week, he sits down with some of the top entrepreneurs in the industry to discuss their journey to success, the challenges they faced, and the insights they've gained along the way. From startups to Fortune 500 companies, Will delves into the stories of entrepreneurs who have made a significant impact in their field. Join him as he explores the mindset, strategies, and experiences of the most successful business leaders of our time.

  1. 3D AGO

    Ep: 237: The Future of Framing with Damion Lupo

    In this episode of The Willpower Podcast, host Will Holdren sits down with entrepreneur and investor Damion Lupo for a wide-ranging conversation on business, investing, and building real wealth. Damion is the Chairman and Chief Investment Officer of FrameTech, a construction technology company focused on transforming the future of framing and the way buildings are constructed. Over the course of his career, Damion has founded more than 70 companies, helped create multiple $100M businesses, and developed a reputation for thinking differently about capital, risk, and opportunity. He’s also the host of the Financial Underdogs Podcast, where he shares insights on money, investing, and breaking free from traditional financial systems. In this conversation, we dive into Damion’s entrepreneurial journey, lessons learned from building and scaling companies, the future of construction technology, and what it really takes to create lasting financial freedom. This episode is packed with insight for entrepreneurs, investors, and anyone looking to challenge conventional thinking around business and wealth. _______________________________ MAGIC MIND: WILLPOWER20 for 20% off Magic Mind Mental Performance shots and 48% off subscriptions⬇ https://www.magicmind.com/WILLPOWER20 WLPWR Podcast Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

    38 min

  2. 5D AGO

    Ep. 236: Creating a $1B non-profit with Ryan Dewey Smith

    In this powerful episode of The Willpower Podcast, host Will Holdren is joined by co-host Rick Siegel and special guest Ryan Dewey Smith, founder and CEO of Inperium, Inc.. Ryan leads a billion-dollar nonprofit operating across 20 states, focused on mental health services and helping organizations scale while preserving their core mission and values. Prior to founding Inperium, Ryan served as CEO of Supportive Concepts for Families, where he grew annual revenue from $4.5 million to over $65 million in under a decade. In this conversation, Ryan shares hard-earned lessons on leadership, scaling impact, navigating complexity, and building durable organizations in today’s world. He also discusses his upcoming book, Sustaining the Mission, which outlines a framework for building mission-driven nonprofits that last. This episode is a must-listen for nonprofit leaders, entrepreneurs, and anyone interested in scaling organizations without sacrificing purpose. _______________________________ MAGIC MIND: WILLPOWER20 for 20% off Magic Mind Mental Performance shots and 48% off subscriptions⬇ https://www.magicmind.com/WILLPOWER20 Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

    42 min

  3. JAN 26

    Ep. 235: What It Takes to Build a $100B Company with Jeff Hoffman, Co-Founder of Priceline

    In this episode of The Willpower Podcast, we sit down with Jeff Hoffman, co-founder of Priceline / Booking.com, to break down what it really takes to build, scale, and lead world-class companies. Jeff shares behind-the-scenes lessons from building Priceline into a global travel powerhouse, along with the timeless principles he’s learned about entrepreneurship, leadership, company culture, and service-driven success. We talk about how to think bigger, execute better, and build businesses that create both massive value and real impact. Whether you’re an early-stage founder, scaling a company, or simply looking to grow as a leader, this conversation is packed with insights you can apply immediately. In this episode, we cover: How Priceline scaled from startup to a multi-billion-dollar company What separates average entrepreneurs from elite builders The importance of culture, people, and execution Leadership lessons from decades in business and tech How purpose and service drive long-term success If you’re serious about building something meaningful—and scalable—this episode is a must-listen. Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

    49 min

  4. JAN 18

    Ep. 234: Is AI Going to Take Over? Rick Segal & Dirk Liebich on Bots, Innovation, and the Future of Humanity

    AI is moving faster than most entrepreneurs can even comprehend… and today’s conversation proves it. In this episode of The Willpower Podcast, I’m joined by returning guest Rick Segal and special guest Dirk Liebich — an engineer born and raised in Germany who started his career programming microchips as an electrical engineer before diving into the world of advanced AI development. Dirk is now building powerful AI bots to help scale his latest startup, DeweyLearn, and in this episode we go deep into what it actually looks like behind the scenes to develop AI agents that can drive real business growth. We talk about the future of artificial intelligence, how AI will reshape entrepreneurship and the economy… and Dirk drops one of the wildest lines ever: Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

    50 min

  5. JAN 18

    Ep. 233: Stop Winging It: Build the Mindset, Habits, and Infrastructure for Freedom (w/ Tiffanie Janowitz)

    In this episode of The Willpower Podcast, I’m joined by Tiffanie Janowitz, CEO of Limitless Society, where she helps entrepreneurs create the personal and business infrastructure needed to scale success without sacrificing their peace. We dive deep into mindset mastery, habit architecture, and the systems required to become the kind of entrepreneur who can sustain momentum—without burnout. If you’ve ever felt like you’re working hard but not creating real freedom, this conversation will reset your thinking and give you a framework you can actually apply. Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

    25 min

  6. JAN 11

    Ep 232: The rise of Vooks with CEO Joey Jenkins

    In this episode of The Willpower Podcast, I sit down with Joey Jenkins, the CEO of Vooks — an ad-free, kid-safe streaming platform that turns children’s books into animated read-aloud story experiences designed to make screen time more meaningful and educational. We talk about what it really takes to build a mission-driven company, how Vooks is helping shape early literacy through storytelling, and the leadership lessons Joey has learned while scaling a product that families and educators love. Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ Read Rick Segal’s blog: https://impactinvestorsegal.com/blog

    34 min

  7. 12/22/2025

    Christmas Special - How to Break Through Any Plateau

    In this episode of The WillPower Podcast, Will sits down with Rick Segal to unpack why so many entrepreneurs hit a plateau — and what it actually takes to break through to the next level. Drawing from years of experience working with founders and business owners, Rick shares the patterns he sees in entrepreneurs who stall versus those who continue to scale. This conversation explores the mindset shifts, leadership changes, and long-term thinking required to move beyond hustle and build something that lasts. Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ 📝 Read Rick Segal’s blog: https://impactinvestorsegal.com/blog/f/fathers-role

    37 min

  8. 11/30/2025

    Building the Future of Payments: How Peter Maher Is Disrupting Fintech with Flote

    In this episode of The WillPower Podcast, Will sits down with Pater Maher, CEO of Flote, the fast-rising fintech company redefining how money moves in the modern world. Pater is leading Flote’s bold expansion across the U.S. — building what many insiders are calling the next generation of payment processing. We dive into how Flote is simplifying the way businesses get paid, why legacy payment rails are ripe for disruption, and what the future looks like when fintech is built for entrepreneurs, creators, and high-growth companies. You’ll hear: The real problems with today’s payment systems (and how Flote fixes them) How Pater thinks about innovation, risk, and scaling a fintech startup Why U.S. expansion represents the biggest opportunity in digital payments The mindset required to lead at the highest level in financial technology How entrepreneurs should prepare for massive shifts in the payments landscape If you’re a founder, operator, or investor wanting a front-row seat to the future of money, this episode is a must-listen. Tune in and discover how Flote is reshaping payments from the ground up — and why Pater Maher believes we’re just getting started. Website: willpowerpodcast.org Get your copy of Rick Segal's book, The Heart of It here: https://amplifypublishinggroup.com/product/nonfiction/business-and-finance/entrepreneurship/the-heart-of-it/ 📝 Read Rick Segal’s blog: https://impactinvestorsegal.com/blog/f/fathers-role

    20 min
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out of 5
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About

Introducing the WillPower podcast, hosted by a young author and accredited businessman, Will Holdren. Each week, he sits down with some of the top entrepreneurs in the industry to discuss their journey to success, the challenges they faced, and the insights they've gained along the way. From startups to Fortune 500 companies, Will delves into the stories of entrepreneurs who have made a significant impact in their field. Join him as he explores the mindset, strategies, and experiences of the most successful business leaders of our time.

Information

  • Creator
    Will T Holdren
  • Years Active
    2019 - 2026
  • Episodes
    237
  • Rating
    Clean
  • Copyright
    © Will T Holdren
  • Show Website
    WillPower Podcast